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July 29, 2025 32 mins

In this episode of the HR Leaders Podcast, we speak with Will Leahy, VP of People at Greenhouse Software, about how AI is reshaping employee development and the democratization of coaching.

Will shares how Greenhouse is leveraging AI tools like Kona and dynamic learning pathways to create personalized, in-the-flow training at scale while maintaining a strong remote culture. The conversation explores why the future of HR isn’t just about technology, it’s about using AI to amplify human connection, learning speed, and cultural cohesion in distributed teams.


🎓 In this episode, Ryan discusses:

  1. How to build personalized training at scale in under 3 minutes with AI
  2. Why traditional LMS models are too slow for today’s workforce
  3. How AI can push learning to every employee, not just the top 5%
  4. Why organizational agility depends on real-time, adaptive L&D
  5. How to meet learners where they are with SMS and Teams-based delivery


🙏‍ Thanks you to our series partner - Greenhouse.


Get measurably better at hiring with smarter, more efficient solutions – powered by built-in AI: https://www.greenhouse.com/

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